1-(Ethoxycarbonyl)cyclobutanecarboxylic acid

Base Information

• Chemical Name: 1-(Ethoxycarbonyl)cyclobutanecarboxylic acid
• CAS No.: 54450-84-9
• Molecular Formula: C8H12O4
• Molecular Weight: 172.181
• Hs Code.: 2918990090
• European Community (EC) Number: 686-947-6
• DSSTox Substance ID: DTXSID40441670
• Nikkaji Number: J191.499E
• Wikidata: Q82258539
• Mol file: 54450-84-9.mol

Synonyms:54450-84-9;1-(ethoxycarbonyl)cyclobutanecarboxylic acid;Cyclobutane-1,1-dicarboxylic acid ethyl ester;1-ethoxycarbonylcyclobutane-1-carboxylic Acid;1-(ethoxycarbonyl)cyclobutane-1-carboxylic acid;MFCD10699115;1,1-Cyclobutanedicarboxylic acid 1-ethyl ester;1-(Ethoxycarbonyl)cyclobutanecarboxylicacid;SCHEMBL1654017;DTXSID40441670;XYHZRSFKDSWLHW-UHFFFAOYSA-N;CS-M2528;BBL100870;STL554664;AKOS005255356;AB91271;1-ethoxycarbonylcyclobutanecarboxylic acid;AS-48478;SY041574;Ethyl Hydrogen Cyclobutane-1,1-dicarboxylate;FT-0678611;EN300-116289;F31333;J-503549;1-Ethoxycarbonyl cyclobutane-1-carboxylic acid, 95%;Z1198279199

Chemical Property of 1-(Ethoxycarbonyl)cyclobutanecarboxylic acid

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: n20/D1.451
• Boiling Point: 276.627oC at 760 mmHg
• PKA: 3.00±0.20(Predicted)
• Flash Point: 109.799oC
• PSA: 63.60000
• Density: 1.268g/cm3
• LogP: 0.80440
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 172.07355886
• Heavy Atom Count: 12
• Complexity: 205

Purity/Quality:

97% ^*data from raw suppliers

Cyclobutane-1,1-dicarboxylicAcidEthylEster ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C1(CCC1)C(=O)O

Technology Process of 1-(Ethoxycarbonyl)cyclobutanecarboxylic acid

There total 3 articles about 1-(Ethoxycarbonyl)cyclobutanecarboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.5%

diethyl cyclobutane-1,1-dicarboxylate (3779-29-1) → ethyl hydrogen cyclobutane-1,1-dicarboxylate (54450-84-9)

Guidance literature:

With potassium hydroxide; In methanol; at 20 ℃; for 14h;

DOI:10.1248/cpb.48.563

Reference yield:

diethyl malonate (105-53-3) → ethyl hydrogen cyclobutane-1,1-dicarboxylate (54450-84-9)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate; tetrabutylammomium bromide / Inert atmosphere; Schlenk technique

2: potassium hydroxide / ethanol; water / 5 h / 20 °C / Inert atmosphere; Schlenk technique

With tetrabutylammomium bromide; potassium carbonate; potassium hydroxide; In ethanol; water;

DOI:10.1002/chem.201202614

Reference yield:

Cyclobutanecarboxylic acid (3721-95-7) + chloroformic acid ethyl ester (541-41-3) → ethyl hydrogen cyclobutane-1,1-dicarboxylate (54450-84-9)

Guidance literature:

Multistep reaction; (i) LDA, (ii) /BRN= 385653/;

DOI:10.1016/S0040-4039(01)91723-X

upstream raw materials:

Cyclobutanecarboxylic acid

chloroformic acid ethyl ester

diethyl cyclobutane-1,1-dicarboxylate

diethyl malonate

Downstream raw materials:

O'1,O₁-([1,1'-biphenyl]-4,4'-diylbis(2-oxoethane-2,1-diyl)) 1-diethyl bis(cyclobutane-1,1-dicarboxylate)

tert-butyl (1-formylcyclobutyl)carbamate

1-<2-bromo-1,1-(ethylenedioxy)ethyl>-carbamoyl-1-cyclobutane carboxamide

1-<1,1-(ethylenedioxy)ethyl>-carbamoyl-1-cyclobutane carboxamide